WestJet Orlando to Chicago Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap WestJet flights from Orlando to Chicago. Compare airline ticket prices and book air tickets starting from $227 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of WestJet, arrivals and departure details below.

Find Cheap Airfare Orlando (FL) — Chicago (IL) by WestJet

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in december: one-way - $227, two-way – $389.
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Cheap Flights from Orlando to Chicago by WestJet

Look at the list of plane tickets for the most connecting flights by WestJet, their prices start from $227. There’re no direct flights. The fastest connecting flight – 10h 40m.
Price Departure Arrival Flight Time Airline Flight
from $227
Find flight
7:00 am
Orlando
Orlando Int.
 4:40 pm
Chicago
Midway
 10h 40m
layover
5h 56m - Toronto
 WestJet
WS1169
PD2393
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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 12/04/2024
Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
7:00 am — 4:40 pm
7:00 am — 9:54 am WS1169 WestJet
Orlando — Toronto
5h 56m stop
3:50 pm — 4:40 pm PD2393 Porter Airlines
Toronto — Chicago
10h 40m
including layover
Find flight
from$227
7:00 am — 4:40 pm
7:00 am — 9:54 am WS1169 WestJet
Orlando — Toronto
5h 56m stop
3:50 pm — 4:40 pm TS7314 Air Transat
Toronto — Chicago
10h 40m
including layover
Find flight
from$251
*Departure and arrival times are local. Last updated on 12/04/2024

Flight Information

There are 3 flights by WestJet from Orlando to Chicago every week with departures from Orlando Int., Walt Disney World, Herndon. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 7:00 am to 7:00 am. Nonstop flight is 10h 40m. The time difference between Orlando and Chicago is 1h.

  • The fastest flight 10h 40m
  • Average flight time 10h 40m
  • The earliest flight 7:00 am
  • The latest flight 7:00 am
  • Distance 995 ml

The cheapest months for traveling to Chicago are december (from 227 $).

The cheapest flight by WestJet that our users were able to find is $227. This airfare is economy class on one-way WS1169 flight for December 12, 2024 leaving Orlando Int. in Orlando at 7:00 am, it includes all taxes and additional fees.

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WestJet Airplanes on the Route

List of the most popular WestJet airplanes flying from Orlando to Chicago:

Other Popular Airlines on the Route

Besides WestJet there are other 8 airline carriers between Orlando and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Orlando to Chicago.

Nonstop flights

There are 16 direct flights every day from Orlando. Airlines and fares are below:

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Connecting Flights

List of flights with layovers (1 and more stops):

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How to book an air ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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